(4S)-4-methylpentadec-7-ynal | 214274-65-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (4S)-4-methylpentadec-7-ynal
• CAS: 214274-65-4
• 化学式: C₁₆H₂₈O
• 分子量: 236.398
• InChiKey: DXYJQDIIRSUMBX-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (4S)-4-methylpentadec-7-ynal 在 氢氧化钾 、 乙醇 、 氨 、 sodium 、 sodium hydride 作用下， 以 乙醚 为溶剂， 反应 22.5h， 生成 (6R)-6-methylheptadec-(9E)-enoic acid
  参考文献：
  名称：

  Enantiospecific synthesis of 6-methylheptadec-(9E)-enoic acid enantiomers, the antimicrobial principles of Sporothrix species

  摘要：

  An efficient synthesis of the title compound I in both its enantiomeric forms has been developed starting from (R)-citronellol. This involved the introduction of the required alkyl chain and the acidic component at the termini of the starting chiron via judicious derivatization of its bifunctionality to provide the enantiomers of I. The other key features of the synthesis were: (i) use of easily accessible and inexpensive materials/reagents; (ii) operational simplicity; and (iii) brevity. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00265-1
• 作为产物：
  描述：

  (R)-(+)-β-香茅醇 在 吡啶 、 六甲基磷酰三胺 、 正丁基锂 、 溴 、 高碘酸 、 间氯过氧苯甲酸 、 三苯基膦 作用下， 以 四氢呋喃 、 四氯化碳 、 二氯甲烷 为溶剂， 反应 30.25h， 生成 (4S)-4-methylpentadec-7-ynal
  参考文献：
  名称：

  Enantiospecific synthesis of 6-methylheptadec-(9E)-enoic acid enantiomers, the antimicrobial principles of Sporothrix species

  摘要：

  An efficient synthesis of the title compound I in both its enantiomeric forms has been developed starting from (R)-citronellol. This involved the introduction of the required alkyl chain and the acidic component at the termini of the starting chiron via judicious derivatization of its bifunctionality to provide the enantiomers of I. The other key features of the synthesis were: (i) use of easily accessible and inexpensive materials/reagents; (ii) operational simplicity; and (iii) brevity. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00265-1

文献信息

• Enantiospecific synthesis of 6-methylheptadec-(9E)-enoic acid enantiomers, the antimicrobial principles of Sporothrix species
  作者：Sivaraman Sankaranarayanan、Subrata Chattopadhyay

  DOI：10.1016/s0957-4166(98)00265-1

  日期：1998.8

  An efficient synthesis of the title compound I in both its enantiomeric forms has been developed starting from (R)-citronellol. This involved the introduction of the required alkyl chain and the acidic component at the termini of the starting chiron via judicious derivatization of its bifunctionality to provide the enantiomers of I. The other key features of the synthesis were: (i) use of easily accessible and inexpensive materials/reagents; (ii) operational simplicity; and (iii) brevity. (C) 1998 Elsevier Science Ltd. All rights reserved.